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Family-friendly holiday rentals in Dedham

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Dedham family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Appleton
4.89 out of 5 average rating, 307 reviews

Raven's Crossing - Kate's Cottage

KendraRating, 5 stars2 weeks ago
A beautiful rustic cabin in an amazing spot. Lori is a great host and is always near in her farmhouse to communicate and get you what you need. Appleton is not far from Camden / Rockland but has that rustic getaway feel. The option of adding a wonderful soak in the hot tub, wood fired sauna, massage and breakfast are available as well. I’ll be back next year! Thank you for everything, Lori!
Farm stay in Searsport
4.91 out of 5 average rating, 112 reviews

Latham Blueberry Farm for up to 6 guests.

AshleyRating, 5 stars10 months ago
We couldn’t have asked for a better stay at Latham blueberry farm. Doug and Brenda were incredibly helpful and friendly- they introduced us to the house and farm as soon as we checked in and were always available if needed. The beds were comfy, the kitchenette stocked, and the grounds were gorgeous. Their beautiful 1826 farm house was an authentic experience of staying on a farm- our kids loved feeding the animals (especially Ernie the pig and Moses the horse); picking fresh blueberries; and swimming and paddleboating in the private pond. Our hosts had great recommendations for local outings, and we loved chatting with them and playing with their puppy Jackie. Our family made lifetime memories.
Top guest favourite
Home in Holden
4.96 out of 5 average rating, 245 reviews

Central Chalet

IoanaRating, 5 stars2 weeks ago
We loved our time at Dwayne and Patti’s place! It definitely felt like a home rather than a hotel, which is exactly what we want when we book an Airbnb over a hotel. The musical instruments and hot tub were a hit with our group :) The location is amazing, close to both Bar Harbor (Acadia) and Bangor. We got to go to a concert and hiking during our stay, and we loved returning to our home base. I can’t want to be back!!
Guest favourite
Cottage in Verona Island
4.89 out of 5 average rating, 171 reviews

Nashport on the Penobscot

DeanRating, 5 stars1 week ago
great stay for a relaxing weekend trip. perfect house for chilling but still drivable to Acadia. well stocked on the essentials, linens, and stunning views! host very responsive as well.
Guest favourite
Loft in Lincolnville
4.96 out of 5 average rating, 47 reviews

Oceanfront Loft with gorgeous water views & beach!

JenniferRating, 5 stars2 weeks ago
This place is so lovely and peaceful. We loved the water view from the loft and roaming the beach. It is a great spot.
Guest favourite
Guest house in Appleton
4.9 out of 5 average rating, 298 reviews

Raven's Crossing - Retreat Cottage

AylaRating, 5 stars2 months ago
What an awesome place to stay! Lori was incredibly gracious and accommodating with out late arrival. The cabin towards the back of the property was so cozy. Fantastic stay and would definitely recommend!
Home in Rockland
4.92 out of 5 average rating, 50 reviews

Relaxed South End Bungalow-5 mins to downtown

BillieRating, 5 stars56 months ago
Just the right size, a home away from home. Clean, neat, cozy, and quaint. Alyssa has been a great host from beginning to the end. Very quick response time. The home is in a perfect location. Would definitely stay again.
Superhost
Home in Lincolnville
4.92 out of 5 average rating, 13 reviews

Gorgeous Home w/fantastic views -10 mins to Camden

SusanRating, 5 stars10 months ago
Beautiful home with a great view, deer and turkeys in the front yard. Very quiet and peaceful. The home is well equipped and spacious.

Family- and pet-friendly home rentals

Top guest favourite
Cabin in Hancock
4.95 out of 5 average rating, 149 reviews

Blackberry Cottage at Crabtree Neck Cottages

WestahRating, 5 stars2 weeks ago
Blackberry Cottage is so cozy and quaint. Suzanne is a fantastic hostess and is quick to respond if needed. The cabin is on property with other cabins, but this one feels secluded so you feel you are in a private location. The cabin was clean and the kitchen had all of the amenities we needed for our stay. We stopped and picked up groceries on the way in so we could cooks a few meals during our stay. The only suggestion I would make is to provide some sort of solid covering for the bathroom window apart from the lace curtain. There are woods next to the bathroom, but it would be more comfortable when showering at night if we had the option to cover the window with a shade or solid curtain.
Top guest favourite
Cottage in Ellsworth
4.88 out of 5 average rating, 102 reviews

Peaceful Branch Lake Cabin minutes to Acadia

ChristopherRating, 5 stars2 weeks ago
The cabin was breathtaking, with a history painted and photographed among her walls. Perfect amount of space to accommodate a family should you have one. The morning sunrise was spiritual, and humbling. Host was incredibly friendly and accommodating for our dog. Arjuna. Will absolutely be returning. Thank you for an amazing and beautiful experience.
Superhost
Home in Bar Harbor
4.85 out of 5 average rating, 178 reviews

Abby Lane

MehulRating, 5 stars10 months ago
Aaron's place was fantastic for our party of 6 (my partner and me, our kids, her parents). The house was located perfectly on the North end of Mt. Desert Island by Hadley Point Beach (where we were lucky to catch both a meteor shower and the Northern Lights.) While the lower level had a separate entrance, the kids appreciated the additional privacy/area away from adults. The entire house was clean and the beds were very comfortable. All of the amenities (well stocked kitchen, two bathrooms, washer/dryer, patio) were much appreciated. We'd definitely stay again when visiting Acadia.
Guest favourite
Home in Stetson
4.95 out of 5 average rating, 197 reviews

Lakefront Log Cabin on Pleasant Lake

LoraRating, 5 stars3 weeks ago
The lakeside cabin was just what I needed. Quiet, private, and right on the water. My dog loved running in the yard and swimming in the lake. The cabin was comfortable with all the basics, and sitting on the porch watching the water was so relaxing. Perfect spot to unwind and enjoy some peace and quiet.
Top guest favourite
Home in Bar Harbor
4.96 out of 5 average rating, 107 reviews

Skipping Stone on Frenchman's Bay Weekly Rental

DonaldRating, 5 stars8 months ago
A beautiful house in a beautiful location! Beth was wonderful to deal with and very communicative. She kept in touch with us prior to our trip, and she patiently answered any questions we had during the trip. The views from the patio and living room are fantastic, and the area is very quiet. Both the Park and Bar Harbor are a short drive a way. This is a great place to stay on a trip to Bar Harbor.
Guest favourite
Guest suite in Penobscot
4.87 out of 5 average rating, 110 reviews

Waterfront Getaway on the coast of Maine.

MichaelRating, 5 stars2 months ago
As our last stay everything was very accommodating and comfortable. Great music, books, art and an expansive beautiful landscape. The stars at night are beyond amazing. Highly recommended.
Superhost
Loft in Bar Harbor
4.94 out of 5 average rating, 438 reviews

Acadia Studio - Bar Harbor Woods retreat

KourtneyRating, 5 stars2 weeks ago
I had such a great time at this place! The apartment was very clean and the host was exceptional. I appreciated the early check-in and late check-out, local recommendations, and the location! This was the perfect home base for exploring Acadia National Park. My dog loved it too! I appreciated the host's recommendation to rent an bike for the Acadia carriage roads. I ended up renting an e-bike for 6 hours and biked 29 miles to as many bridges as I could. It was one of the highlights of my trip! I would definitely stay at this place again for a future trip to the area!
Guest favourite
Cottage in Gouldsboro
4.92 out of 5 average rating, 394 reviews

Timberframe Cottage on Organic Farm

KristineRating, 5 stars1 week ago
Beautiful quite location with rustic craftsmanship like no other. Close to Acadia and Gulf of Maine, scenic farm and whimsy charm. Amazing place!

Family-friendly home rentals with a pool

Apartment in Rockport

Samoset Resort Oceanfront Condominium

ArleneRating, 5 stars84 months ago
This place is absolutely amazing. It was larger than expected. It looked smaller in the pictures. Everything in the apartment was squeaky clean and we had every single thing we needed, from pots and pans to board games. Great ocean view from the porch, the living room and from one of the bedrooms. I loved seeing the boats pass by. So peaceful! I stayed there with my elderly mom, my teenage daughter and her friend for 4 days. There was so much to do! We enjoyed both the outdoor and the indoor pool. The kids took advantage of the Health Club by playing ping pong, badminton and going to the video game room. They also spent several hours playing chess in a very nice room near the lounge area that had a gorgeous ocean view. We had dinner at the Italian restaurant in the resort and were impressed by the amazing view. Great service. We also enjoyed the long walk to the lighthouse right next to the resort, and loved going to Camden, such a charming little town, 10 minutes away. The hostess, Laurie, was very accommodating, super nice, and communicated with me frequently, making sure I had all the answers I needed. I would definitely go back there! Glad to have made such wonderful memories! We didn't want to leave!
Superhost
Home in Stonington

Kate's House at Spruce Harbor

ShokiRating, 5 stars9 months ago
Cannot imagine a better spot to relax with our family. A lucky spot for the owners and luckier for us that they share the rental with strangers.
Home in Lamoine

Close to Acadia National Park

EdmundRating, 5 stars34 months ago
Valerie's home was clean and in a quiet neighborhood peaceful stay
Guest favourite
Flat in Stonington
4.93 out of 5 average rating, 15 reviews

The Carriage House at Spruce Harbor

TimRating, 5 stars10 months ago
My husband and I, and our two pups had a fantastic time in the Carriage House for a week. Part of a breathtaking private/secret compound on the water…with the most incredible private tidal pool. The place is so authentic, which is what we love about staying in ME when we can escape. We were so blessed to find Margaret’s place last minute. Margaret’s mother, Sally, and her husband were in the main Kate’s house. So so sweet they were to us and our girls. A dog paradise. We are foodies. Plenty of good restaurants around - just a few minutes to the adorable village of Stonington. Around the corner is one of the best restaurants in the country - Aragosta. We can’t wait to return…hopefully, in the Fall. A trip we will always remember. Thank you, Margaret & Family.
Superhost
Flat in Rockland

Heart of Rockland Maine

DeborahRating, 5 stars8 months ago
Aimee was wonderful to deal with. Her place was absolutely beautiful. we definitely picked the right place. the sunrises were so awesome. Rockland was a gorgeous little town.
Guest favourite
Home in South Thomaston
4.96 out of 5 average rating, 93 reviews

Large private area, close to Rockland

RachelRating, 5 stars9 months ago
We found the home clean and welcoming. There was plenty of room for all of us and we enjoyed the back deck very much. The kitchen was well equipped and although we did not do any cooking, if we had, everything was there for us. We really liked how private the home was. Had the weather been warmer we definitely would have checked out the pool. It is also very close to Thomaston, Rockland and Owls Head. So much to do in this area. We would recommend this home to anyone who wants a quiet retreat in Maine that is close to the coast.
Apartment in Rockport

Samoset Resort Oceanfront Large One Bedroom

JamesRating, 5 stars72 months ago
Great unit on the golf. Course with Ocean views out to the islands. Generally peaceful, save for the morning mowing of the golf course. Great place to base to see all of the mid-coast and the Samoset hotel amenities that are available to you are first class
Superhost
Cottage in Belfast
4.61 out of 5 average rating, 18 reviews

Shore Cottage - Newly Renovated

AnastasiaRating, 5 stars1 week ago
My husband and I loved our stay at the Shore Cottage! The cottage was nicely laid out and very clean. The staff were very friendly and knowledgeable about the area. The view from the cottage is amazing. We will definitely stay here again if we are back in the area!

Quick stats about holiday rentals that are family-friendly in Dedham

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹7,754 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Hancock County
  5. Dedham
  6. Family-friendly rentals